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Near
South Boston
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Near
South Boston

Private Pickleball Lessons & Coaches in South Boston, MA

These coaches teach at top ranked spots and have great lesson fulfillment & student reviews.

These coaches teach at top ranked spots and have great lesson fulfillment & student reviews.

Charley Lei profile
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About Charley

Coming from a background in ping pong, Charley quickly became fond of pickleball during the tail end of COVID, gathering people from his church to play. Years later, as a World Pickleball Tour National Champion (January 2025) with a 4.5+ DUPR rating, Charley has reached the pinnacle of amateur competitive pickleball. With a Massachusetts teaching license and two years of coaching experience, he is passionate about helping players of all skill levels and age groups refine their techniques and develop a deeper love for the game. Additionally, he leads a weekly group and provides extra repetition with a ball-serving machine to maximize practice and improvement. Let’s take your pickleball game to the next levelβ€”let me know when you’re ready to get started!

What students say...

"Charlie was excellent and helping me focus on drills regarding my play at the net in particular working on slowing down the game and using a softer touch with my paddle to help target more competitive play

Top Rated
99Score
Charley
From$112per lesson
Try this coach for free

Charley

Bio: Coming from a background in ping pong, Charley quickly became fond of pickleball during the tail end of COVID, gathering people from his church to play. Years later, as a World Pickleball Tour National Champion (January 2025) with a 4.5+ DUPR rating, Charley has reached the pinnacle of amateur competitive pickleball. With a Massachusetts teaching license and two years of coaching experience, he is passionate about helping players of all skill levels and age groups refine their techniques and develop a deeper love for the game. Additionally, he leads a weekly group and provides extra repetition with a ball-serving machine to maximize practice and improvement. Let’s take your pickleball game to the next levelβ€”let me know when you’re ready to get started!
5.0
56 Lessons given
5.0
Closest
0.4 mi
PKL Boston
Available
Next: Today, 8:00 AM
DUPR Certified
National Medalist
πŸ’°$112 for weekly lessons
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Happy Student Score
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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Ayann Alimagno profile
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About Ayann

With two years of coaching experience and competing as a sponsored athlete, I bring a unique perspective to pickleball instruction. My passion is helping players of all levels unlock their full potential on the court. Let's elevate your game! Please message me about any inquiries, the more time I have to prepare the better as I also play in tournaments and so my schedule can fill up quick!

What students say...

"I’m just a beginner looking to play mostly in a recreational sense and Ayann really helped me get started. He made the game easy to understand and really took his time and was patient with me as I was still learning the game.

Top Rated
99Score
Ayann
From$86per lesson
Book your first lesson free

Ayann

Bio: With two years of coaching experience and competing as a sponsored athlete, I bring a unique perspective to pickleball instruction. My passion is helping players of all levels unlock their full potential on the court. Let's elevate your game! Please message me about any inquiries, the more time I have to prepare the better as I also play in tournaments and so my schedule can fill up quick!
5.0
47 Lessons given
5.0
In your area
12.0 mi
The Dinking Zone
Available
Next: Today, 8:00 AM
DUPR Certified
Sponsored Athlete
πŸ’°$86 for weekly lessons
Get pickleball lessons with Ayann
Happy Student Score
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
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Michael Caras profile
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About Michael

Michael, based in Haverhill, MA, is a dedicated pickleball coach passionate about teaching across the North Shore of Massachusetts and Southern New Hampshire. With experience coaching players of diverse skill levels, he has helped students prepare for the Special Olympics, facilitated corporate team-building events, and guided individuals in improving their DUPR ratings. Michael specializes in coaching beginners to upper-intermediate players, focusing on skill development and a deeper understanding of the game, ensuring every session is both effective and enjoyable.

What students say...

"The lesson was quite thorough with Michael maintaining constant engagement and focus throughout. His teaching skills really kept me involved, which made the whole experience quite insightful.

Top Rated
98Score
Michael
From$114per lesson
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Michael

Bio: Michael, based in Haverhill, MA, is a dedicated pickleball coach passionate about teaching across the North Shore of Massachusetts and Southern New Hampshire. With experience coaching players of diverse skill levels, he has helped students prepare for the Special Olympics, facilitated corporate team-building events, and guided individuals in improving their DUPR ratings. Michael specializes in coaching beginners to upper-intermediate players, focusing on skill development and a deeper understanding of the game, ensuring every session is both effective and enjoyable.
5.0
41 Lessons given
5.0
In your area
21.4 mi
Recreation Park In-line Skate Rink
Available
Next: Today, 8:00 AM
Experienced Player
πŸ’°$114 for weekly lessons
Get pickleball lessons with Michael
Happy Student Score
What's the Happy Student Score?Coaches get a 0–100 score reflecting their reliability, responsiveness and customer satisfaction.
Learn more
Learn more
Jon Tan profile
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About Jon

As a former tennis player turned passionate Pickleball enthusiast, I've transitioned my skills, technique, and strategy into the world of Pickleball. I play nearly every day and have dedicated extensive time to mastering the game. In addition to my racket sports background, I have experience teaching and coaching wrestling at the collegiate level. Now, my goal is to foster the growth of Pickleball and help individuals or groups enhance their skills, whether for casual play or competitive purposes. Looking forward to raising your game and having a blast on the court!

What students say...

"Really, I gotta say, the lesson with Jon was quite helpful. He’s super knowledgeable and great at getting his lessons into your game. My girlfriend and I are taking the lessons together and we both felt like we learned a lot and had a good time. Jon has already helped me improve my transitions and soft game and helped her improve her drives and volleys. If you're aiming to sharpen your pickleball skills, you should consider giving Jon a try.

Top Rated
96Score
Jon
From$71per lesson
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Jon

Bio: As a former tennis player turned passionate Pickleball enthusiast, I've transitioned my skills, technique, and strategy into the world of Pickleball. I play nearly every day and have dedicated extensive time to mastering the game. In addition to my racket sports background, I have experience teaching and coaching wrestling at the collegiate level. Now, my goal is to foster the growth of Pickleball and help individuals or groups enhance their skills, whether for casual play or competitive purposes. Looking forward to raising your game and having a blast on the court!
5.0
97 Lessons given
5.0
Nearby
4.5 mi
Bishop Field Tennis Courts
Available
Next: Today, 7:00 AM
Tournament Winner
πŸ’°$71 for weekly lessons
Get pickleball lessons with Jon
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Brian Grisell profile
About Brian

Ignite your passion for pickleball! With 25 years of coaching experience, honed by competing as a college athlete, I offer personalized guidance to elevate your game. My expertise ensures you'll achieve your goals while enjoying every moment on the court.

College Athlete
✨New
Brian
From$142per lesson
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Brian

Bio: Ignite your passion for pickleball! With 25 years of coaching experience, honed by competing as a college athlete, I offer personalized guidance to elevate your game. My expertise ensures you'll achieve your goals while enjoying every moment on the court.
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Closest
0.5 mi
Joe Moakley Park (Tennis Court)
Available
Next: Today, 8:00 AM
College Athlete
πŸ’°$142 for weekly lessons
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Mark Hurley profile
About Mark

Are you looking to take your pickleball game to the next level? I am an impact pickleball instructor that focuses on teaching you the whole game with s style of play that maximizes your full potential. I compete at the 4.5+ level myself and will teach you how to develop your technical, physical and strategic skills on the court.

Experienced Player
✨New
Mark
From$100per lesson
Book your first lesson free

Mark

Bio: Are you looking to take your pickleball game to the next level? I am an impact pickleball instructor that focuses on teaching you the whole game with s style of play that maximizes your full potential. I compete at the 4.5+ level myself and will teach you how to develop your technical, physical and strategic skills on the court.
Be their first TeachMe.To student!
In your area
12.1 mi
MacKenna Courts at Veterans Field
Available
Next: Today, 8:00 AM
Experienced Player
πŸ’°$100 for weekly lessons
Get pickleball lessons with Mark
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Phil Parrish profile
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About Phil

Phil Parrish is the award-winning Director of The Longfellow Clubs, where he leads a team of certified professionals in teaching pickleball across three locations in Wayland, Wellesley, and Natick. With over 15 years of experience in the tennis and pickleball industries, Phil is dedicated to helping players of all skill levels improve and enjoy the game. The Longfellow Programs offer a clear pathway for players to start at any level and progress in a fun, supportive environment. Phil and his team are committed to providing a top-tier pickleball experience, fostering both skill development and a love for the sport.

✨New
Phil
From$185per lesson
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Phil

Bio: Phil Parrish is the award-winning Director of The Longfellow Clubs, where he leads a team of certified professionals in teaching pickleball across three locations in Wayland, Wellesley, and Natick. With over 15 years of experience in the tennis and pickleball industries, Phil is dedicated to helping players of all skill levels improve and enjoy the game. The Longfellow Programs offer a clear pathway for players to start at any level and progress in a fun, supportive environment. Phil and his team are committed to providing a top-tier pickleball experience, fostering both skill development and a love for the sport.
Be their first TeachMe.To student!
In your area
17.5 mi
Longfellow Tennis & Health Club - Wayland (Tennis Court)
Available
Next: Today, 8:00 AM
πŸ’°$185 for weekly lessons
Get pickleball lessons with Phil
πŸ™‹
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Paul Damore profile
About Paul

With 5 years immersed in the vibrant world of pickleball instruction, I strive to develop well rounded players, I leverage my tournament-winning experience to impart not only technique but also a strategic approach to the game.gold medal over 50 champion in New Hampshire senior classic. He just competed in the U.S. Open 2025.

Tournament Winner
✨New
Paul
From$107per lesson
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Paul

Bio: With 5 years immersed in the vibrant world of pickleball instruction, I strive to develop well rounded players, I leverage my tournament-winning experience to impart not only technique but also a strategic approach to the game.gold medal over 50 champion in New Hampshire senior classic. He just competed in the U.S. Open 2025.
Be their first TeachMe.To student!
In your area
20.7 mi
Masconomet High School (Tennis Court)
Available
Next: Today, 8:00 AM
Tournament Winner
πŸ’°$107 for weekly lessons
Get pickleball lessons with Paul
  1. Pickleball
  2. Massachusetts
  3. South Boston
Featured in
Featured in

Finding a pickleball coach in South Boston is simple

1.

Find the right pickleball coach in South Boston.

We help you find the best pickleball coach for your needs. Filter by skill level, group size, and location. Browse our list of pickleball coaches that meet your criteria and watch their intro videos to determine if the coach is the right match for you. Our pickleball coaches are vetted, reviewed, and rated to make your decision easier. If you're having trouble finding the best pickleball lessons near you, reach out to our lessons coordinator by clicking the "Have any questions?" button at the top right of the page.

2.

Schedule your pickleball lesson in seconds.

Unlike other websites, TeachMe.To lets you schedule your pickleball lesson time and location online in seconds. We make the whole process seamless. Other websites for finding South Boston pickleball lessons and coaches make it hard to book and have very little information on pricing and scheduling. Not with us: we make it easy to find the right date, time, and place to learn pickleball.

3.

Instantly connect with your pickleball coach.

Get in touch with your pickleball coach immediately with the TeachMe.To mobile app. It's total free and available on iPhone and Android. Our app is the one-stop shop for managing your pickleball lessons on our platform. Communicate with your pickleball coach, get notified about new messages, view and manage upcoming pickleball lessons near you, track your progress, and get access to support services - all in one place.

It's really that simple.

Private pickleball lessons in South Boston, Massachusetts

Private pickleball lessons in South Boston average $99 for a week of lessons, with 2 vetted coaches available. Every session is private β€” 1-on-1 by default, or with your invited group β€” tailored to your level and goals, at a location and time that work for you.

Where can I take pickleball lessons in South Boston?

Pickleball lessons in South Boston happen at 1 locations across the city, from PKL Boston to lesser-known neighborhood spots. Bookings open up across weekdays, evenings, and weekend mornings β€” and if you have a preferred location, your coach meets you there.

How much do pickleball lessons cost in South Boston?

Private pickleball lessons in South Boston average $99 for a week of lessons. Booking a lesson package brings the per-lesson rate down, and one-off single lessons are also available β€” what you pay depends on your coach's experience and the session length you choose.

What pickleball coaches in South Boston, Massachusetts can help you work on

Private pickleball lessons in South Boston are built around your goals. Whatever you want to improve, a coach can focus each session on it. Here are the areas coaches in South Boston work on most.

Dinking and the soft game

Win at the kitchen line with controlled dinks, resets, and patience. South Boston coaches build the soft game that decides most pickleball points.

Serve and return depth

Start each point on the front foot with a deep serve and return. A coach in South Boston works on consistency, depth, and placement off both shots.

Third-shot drop and strategy

Master the third-shot drop and the transition to the net. Pickleball coaches in South Boston teach when to drop, when to drive, and how to take the line.

Volleys, putaways, and net play

Speed up the game, defend the body, and finish points at the net. South Boston coaches sharpen your hands, reaction time, and shot selection up front.

Footwork, positioning, and doubles

Move as a team, cover the middle, and stay in the right spot on the court. Pickleball coaches in South Boston drill footwork and doubles strategy.

Kids & youth pickleball lessons in South Boston, Massachusetts

Looking for youth pickleball coaching in South Boston? We match kids and teens β€” from first-timers to high-school and club players β€” with coaches who specialize in junior development. Private youth pickleball lessons run at the same weekly rate as adult lessons.

Vetted, background-checked pickleball coaches

Every coach who works with kids goes through identity and background screening before being matched with young students, and their safety vetting is shown on their profile β€” so you can book with confidence.

Every age and level, ages 5 to 18

Coaches in South Boston teach juniors from as young as 5 through high-school and competitive athletes, tailoring each session to your child's age, level, and goals β€” whether that is first-time fundamentals, building confidence, or tryout and team prep.

Parents welcome at every pickleball lesson

Parents are welcome to stay and watch β€” many do, especially with younger kids β€” but it is never required. Either way, your coach shares progress and what to practice between lessons.

Frequently asked questions

Pickleball coaches in South Boston, MA

pickleball coach with the most lessons taught in South Boston

M

Coach Mike has taught

5 lessons

The location with the most coaches teaching pickleball lessons at

πŸ“

PKL Boston

Average coach player rating

⭐

5.0

3 total ratings

and here are the coaches with top player ratings:

M

Coach Mike

5.0 (3 ratings)

Number of certified coaches in South Boston

πŸ“

2 certified coaches

Number of former college athletes teaching pickleball in South Boston

πŸ…

1 former college athletes

Average length of time coaches in South Boston have been teaching for

⏳

3.5 years on average

How many coaches teach pickleball in South Boston

πŸŽ“

2 coaches

Average cost of a pickleball lesson in South Boston

πŸ’°

$99 for weekly lessons

Check out pickleball courts near you

PKL Boston

PKL Boston

64 C St, South Boston, MA 02127, USA

0.4 miles away β€’ 2 pickleball coaches teach here

RESERVABLEINDOORS

Venues for Pickleball lessons in South Boston

  • Boston College High School Tennis Courts (Tennis Court)150 William T Morrissey Blvd, Boston, MA 02125
  • Memorial Park (Tennis Court)53 Harrison St, Reading, MA 01867
  • Ramsay Park (Tennis Court)1929 Washington St, Boston, MA 02119
  • Riverside ParkRiverside Park, Haverhill, MA, USA
  • Lawndale Terrace Garden Park (Tennis Court)256 Lamartine St, Boston, MA 02130
  • Hoyt Field (Tennis Court)Gilmore St, Cambridge, MA 02139
  • Franklin Park Tennis Courts (Tennis Court)Pierpont Rd, Boston, MA 02119
  • Eliot K-8 Innovation School (Tennis Court)561 Commercial St, Boston, MA 02109
  • Pickleball Social Club at Harpoon Brewery306 Northern Avenue
  • Longwood Playground (Tennis Court)123 Longwood Ave, Brookline, MA 02446
  • Bosse Sports1 Westinghouse Plaza , Building G Boston, MA 02118
  • The Dinking Zone71 Cummings Park Dr, Woburn, MA 01801, USA

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